Deals on vacations and trips to Smith Island

Save when you book Smith Island package deals

Choose two or more items and save on your trip:

Smith Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $195, price is now $156 per person
$156
per person
Dec 4 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Salisbury (SBY)
This hotel features 4 restaurants, an outdoor pool, and an indoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free WiFi.
Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Downtown Bethany Beach
Save 100% on your flight
Price was $1,204, price is now $987 per person
$987
per person
Nov 24 - Nov 27
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Salisbury (SBY)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.
Plantation Lakes Townhouse

Plantation Lakes Townhouse

2 out of 5
Save 100% on your flight
Price was $2,806, price is now $2,333 per person
$2,333
per person
Nov 24 - Nov 27
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Salisbury (SBY)
A seasonal outdoor pool is available at this vacation home. Take advantage of the free self parking.
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was $366, price is now $309 per person
$309
per person
Nov 24 - Nov 27
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Salisbury (SBY)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Downtown Flat Walk to Dining Shops Sleeps 4

Downtown Flat Walk to Dining Shops Sleeps 4

2 out of 5
Downtown St. Michaels
Price was $594, price is now $543 per person
$543
per person
Dec 13 - Dec 15
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Salisbury (SBY)
Free WiFi in public areas is available at this vacation home. Take advantage of the free self parking.

Top Smith Island hotels deals

Pet-Friendly Smith Island Cottage w/ Golf Cart!

Pet-Friendly Smith Island Cottage w/ Golf Cart!

Ewell MD
Get rates
This cottage features laundry facilities.
Historic home on Smith Island w/ dock!

Historic home on Smith Island w/ dock!

Smith Island MD
Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly Golf Cart

Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly Golf Cart

Smith Island MD
Get rates
This vacation home features laundry facilities.
Spacious 5-bedroom house with WiFi, AC and private deck on charming Smith Island

Spacious 5-bedroom house with WiFi, AC and private deck on charming Smith Island

Smith Island MD
Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Come out and enjoy Autumn at the HH Ranch on Smith Island.

Come out and enjoy Autumn at the HH Ranch on Smith Island.

Smith Island MD
$303 nightly
The price is $334 total per night
$334 total
Oct 17 - Oct 18
Total with taxes and fees
A gym is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Water Front 1 bedroom house on tranquil Smith Island

Water Front 1 bedroom house on tranquil Smith Island

Smith Island MD
Get rates
This vacation home features laundry facilities.
Don't see what you're looking for?
See all available properties in Smith Island
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Smith Island attractions

Smith Island

9.0/10 (21 reviews)
Commune with nature and explore the great outdoors at Smith Island during your travels in Smith Island. Discover the sunsets in this relaxing area, or seek out the fishing spots.
See properties

Frequently asked questions

How much are vacation packages to Smith Island?
With vacation packages being sold for only $156, you won't need to blow out the credit card for your getaway to Smith Island. Travelocity is here to help. Bundle flights, hotels and tours into a convenient package and land some fantastic discounts. The more you book, the greater the savings.
Where can I get the best vacation package deals for Smith Island?
You'll discover a tempting selection of Smith Island package deals on Travelocity. With 400 partner airlines and 1,000,000 properties across the globe, putting together your ultimate escape will be a piece of cake.
Why should I book my Smith Island vacation bundle via Travelocity?
The three S's — savings, support and a stress-free booking — are just the tip of the iceberg. Enjoy a fulfilling travel experience knowing you can rely on round-the-clock support. With the Travelocity Price Match Guarantee, you can relax knowing you'll always get the best deal available.
Can I save on my Smith Island car rental if I combine it with my hotel or flight?
With a Smith Island vacation package, you can bundle your car, hotel and flight bookings and save a ton. If you want to see the best of this fabulous region, why not make tracks to White House? This well-known sight is 85 mi from Smith Island. With your own set of wheels, you'll be there before you know it.
Which airport is best for Smith Island?
Salisbury - Ocean City Wicomico Regional Airport (SBY), the gateway to Smith Island, is where you'll get off the plane. You'll find it 35 mi northeast of the center of town.
Where should I stay when visiting Smith Island?
If you're after a place to base yourself, check out the Blue Anchor Cottage at Smith Island MD Quaint & Charming Beach Cottage. It's the top pick for many visitors.

Photos of local treasures

Browse Smith Island vacation photos for more inspiration

A person in a kayak on a calm body of water during sunset.